2-(2,6-Difluoro-4-methoxyphenyl)thiazole-4-carboxylic acid → 2-(2,6-Difluoro-4-(1-hydroxyethyl)phenyl)thiazole-4-carboxylic acid

HRID 521899Notes

Reaction equation

HRID 521899 reaction equation
[F:1][C:2]1[CH:7]=[C:6](OC)[CH:5]=[C:4]([F:10])[C:3]=1[C:11]1[S:12][CH:13]=[C:14]([C:16]([OH:18])=[O:17])[N:15]=1.FC1C=C(C(O)C)C=C(F)C=1B1O[C:29](C)(C)[C:28](C)(C)[O:27]1>>[F:10][C:4]1[CH:5]=[C:6]([CH:28]([OH:27])[CH3:29])[CH:7]=[C:2]([F:1])[C:3]=1[C:11]1[S:12][CH:13]=[C:14]([C:16]([OH:18])=[O:17])[N:15]=1

Participants

3

Reactant 2

HCID 834100432-(2,6-Difluoro-4-methoxyphenyl)thiazole-4-carboxylic acidHCID 867138511-(3,5-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol2×

Product 1

HCID 867138522-(2,6-Difluoro-4-(1-hydroxyethyl)phenyl)thiazole-4-carboxylic acid

Procedure

Following the procedure of Intermediate 104, replacing 2,6-difluoro-4-methoxyphenylboronic acid with 1-(3,5-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol (Intermediate 106) gave the title compound.

Sources & evidence

ORD record
ord-2f591240fbad4dc99f044823cdb1efda
Source dataset
uspto-grants-2016_05
Patent number
US09328106B2

Reaction notes

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